data_A1AR8
# 
_chem_comp.id                                    A1AR8 
_chem_comp.name                                  "methyl 4-[(5-chloropyridin-3-yl)(phenyl)amino]-4-oxobutanoate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H15 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-15 
_chem_comp.pdbx_modified_date                    2025-05-09 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        318.755 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AR8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9BSG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
A1AR8 N1  N1  N  0 1 N N N N N N -12.901 -13.570 -17.250 -0.405 -0.317 -0.214 N1  A1AR8 1  
A1AR8 C4  C1  C  0 1 Y N N N N N -14.330 -15.615 -17.362 -2.485 0.757  0.416  C4  A1AR8 2  
A1AR8 C5  C2  C  0 1 Y N N N N N -14.987 -16.599 -16.644 -3.808 1.035  0.110  C5  A1AR8 3  
A1AR8 C6  C3  C  0 1 Y N N N N N -14.949 -16.619 -15.266 -4.347 0.539  -1.064 C6  A1AR8 4  
A1AR8 C7  C4  C  0 1 N N N N N N -13.432 -12.304 -16.979 0.524  0.660  -0.220 C7  A1AR8 5  
A1AR8 C8  C5  C  0 1 Y N N N N N -11.843 -14.175 -19.425 -0.445 -2.247 1.239  C8  A1AR8 6  
A1AR8 C10 C6  C  0 1 Y N N N N N -9.486  -14.644 -19.598 0.706  -4.249 0.605  C10 A1AR8 7  
A1AR8 C13 C7  C  0 1 N N N N N N -12.864 -10.965 -17.406 1.981  0.316  -0.051 C13 A1AR8 8  
A1AR8 C15 C8  C  0 1 N N N N N N -12.158 -9.502  -19.296 4.277  1.248  0.036  C15 A1AR8 9  
A1AR8 C1  C9  C  0 1 Y N N N N N -11.722 -13.925 -18.050 -0.030 -1.637 0.062  C1  A1AR8 10 
A1AR8 C11 C10 C  0 1 Y N N N N N -9.356  -14.411 -18.239 1.125  -3.643 -0.565 C11 A1AR8 11 
A1AR8 C12 C11 C  0 1 Y N N N N N -10.461 -14.056 -17.458 0.757  -2.341 -0.840 C12 A1AR8 12 
A1AR8 C14 C12 C  0 1 N N N N N N -12.408 -10.905 -18.848 2.820  1.593  -0.133 C14 A1AR8 13 
A1AR8 C16 C13 C  0 1 N N N N N N -14.076 -8.876  -20.595 6.589  1.813  0.169  C16 A1AR8 14 
A1AR8 C2  C14 C  0 1 Y N N N N N -13.625 -14.665 -16.633 -1.745 -0.010 -0.480 C2  A1AR8 15 
A1AR8 C3  C15 C  0 1 Y N N N N N -13.628 -14.758 -15.239 -2.356 -0.467 -1.640 C3  A1AR8 16 
A1AR8 C9  C16 C  0 1 Y N N N N N -10.731 -14.523 -20.190 -0.074 -3.549 1.508  C9  A1AR8 17 
A1AR8 N2  N2  N  0 1 Y N N N N N -14.280 -15.715 -14.554 -3.620 -0.190 -1.889 N2  A1AR8 18 
A1AR8 O1  O1  O  0 1 N N N N N N -14.414 -12.202 -16.264 0.186  1.816  -0.361 O1  A1AR8 19 
A1AR8 O2  O2  O  0 1 N N N N N N -12.675 -9.263  -20.509 5.205  2.218  -0.001 O2  A1AR8 20 
A1AR8 O3  O3  O  0 1 N N N N N N -11.555 -8.706  -18.613 4.611  0.099  0.205  O3  A1AR8 21 
A1AR8 CL1 CL1 CL 0 0 N N N N N N -15.882 -17.826 -17.468 -4.777 1.992  1.186  CL1 A1AR8 22 
A1AR8 H2  H1  H  0 1 N N N N N N -14.364 -15.587 -18.441 -2.037 1.131  1.325  H2  A1AR8 23 
A1AR8 H3  H2  H  0 1 N N N N N N -15.483 -17.399 -14.744 -5.377 0.751  -1.309 H3  A1AR8 24 
A1AR8 H4  H3  H  0 1 N N N N N N -12.811 -14.097 -19.897 -1.053 -1.701 1.945  H4  A1AR8 25 
A1AR8 H6  H4  H  0 1 N N N N N N -8.625  -14.917 -20.190 0.994  -5.267 0.818  H6  A1AR8 26 
A1AR8 H14 H5  H  0 1 N N N N N N -13.641 -10.200 -17.260 2.133  -0.157 0.920  H14 A1AR8 27 
A1AR8 H15 H6  H  0 1 N N N N N N -12.001 -10.738 -16.763 2.286  -0.371 -0.841 H15 A1AR8 28 
A1AR8 H7  H7  H  0 1 N N N N N N -8.386  -14.505 -17.775 1.741  -4.189 -1.264 H7  A1AR8 29 
A1AR8 H8  H8  H  0 1 N N N N N N -10.341 -13.883 -16.399 1.082  -1.870 -1.757 H8  A1AR8 30 
A1AR8 H10 H9  H  0 1 N N N N N N -11.477 -11.482 -18.951 2.668  2.065  -1.104 H10 A1AR8 31 
A1AR8 H9  H10 H  0 1 N N N N N N -13.187 -11.348 -19.486 2.515  2.279  0.657  H9  A1AR8 32 
A1AR8 H13 H11 H  0 1 N N N N N N -14.349 -8.716  -21.649 6.709  1.329  1.138  H13 A1AR8 33 
A1AR8 H11 H12 H  0 1 N N N N N N -14.703 -9.674  -20.171 6.863  1.115  -0.622 H11 A1AR8 34 
A1AR8 H12 H13 H  0 1 N N N N N N -14.235 -7.946  -20.030 7.233  2.691  0.119  H12 A1AR8 35 
A1AR8 H1  H14 H  0 1 N N N N N N -13.075 -14.019 -14.679 -1.792 -1.064 -2.342 H1  A1AR8 36 
A1AR8 H5  H15 H  0 1 N N N N N N -10.842 -14.699 -21.250 -0.393 -4.023 2.425  H5  A1AR8 37 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
A1AR8 C1  N1  SING N N 1  
A1AR8 C1  C8  DOUB Y N 2  
A1AR8 C1  C12 SING Y N 3  
A1AR8 N1  C2  SING N N 4  
A1AR8 N1  C7  SING N N 5  
A1AR8 C2  C3  DOUB Y N 6  
A1AR8 C2  C4  SING Y N 7  
A1AR8 C3  N2  SING Y N 8  
A1AR8 C4  C5  DOUB Y N 9  
A1AR8 C5  C6  SING Y N 10 
A1AR8 C5  CL1 SING N N 11 
A1AR8 C6  N2  DOUB Y N 12 
A1AR8 C7  C13 SING N N 13 
A1AR8 C7  O1  DOUB N N 14 
A1AR8 C8  C9  SING Y N 15 
A1AR8 C9  C10 DOUB Y N 16 
A1AR8 C10 C11 SING Y N 17 
A1AR8 C11 C12 DOUB Y N 18 
A1AR8 C13 C14 SING N N 19 
A1AR8 C14 C15 SING N N 20 
A1AR8 C15 O2  SING N N 21 
A1AR8 C15 O3  DOUB N N 22 
A1AR8 O2  C16 SING N N 23 
A1AR8 C4  H2  SING N N 24 
A1AR8 C6  H3  SING N N 25 
A1AR8 C8  H4  SING N N 26 
A1AR8 C10 H6  SING N N 27 
A1AR8 C13 H14 SING N N 28 
A1AR8 C13 H15 SING N N 29 
A1AR8 C11 H7  SING N N 30 
A1AR8 C12 H8  SING N N 31 
A1AR8 C14 H10 SING N N 32 
A1AR8 C14 H9  SING N N 33 
A1AR8 C16 H13 SING N N 34 
A1AR8 C16 H11 SING N N 35 
A1AR8 C16 H12 SING N N 36 
A1AR8 C3  H1  SING N N 37 
A1AR8 C9  H5  SING N N 38 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
A1AR8 SMILES           ACDLabs              12.01 "Clc1cc(cnc1)N(C(=O)CCC(=O)OC)c1ccccc1"                                                                      
A1AR8 InChI            InChI                1.06  "InChI=1S/C16H15ClN2O3/c1-22-16(21)8-7-15(20)19(13-5-3-2-4-6-13)14-9-12(17)10-18-11-14/h2-6,9-11H,7-8H2,1H3" 
A1AR8 InChIKey         InChI                1.06  OTPNURLBESHVKM-UHFFFAOYSA-N                                                                                  
A1AR8 SMILES_CANONICAL CACTVS               3.385 "COC(=O)CCC(=O)N(c1ccccc1)c2cncc(Cl)c2"                                                                      
A1AR8 SMILES           CACTVS               3.385 "COC(=O)CCC(=O)N(c1ccccc1)c2cncc(Cl)c2"                                                                      
A1AR8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC(=O)CCC(=O)N(c1ccccc1)c2cc(cnc2)Cl"                                                                      
A1AR8 SMILES           "OpenEye OEToolkits" 2.0.7 "COC(=O)CCC(=O)N(c1ccccc1)c2cc(cnc2)Cl"                                                                      
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
A1AR8 "SYSTEMATIC NAME" ACDLabs              12.01 "methyl 4-[(5-chloropyridin-3-yl)(phenyl)amino]-4-oxobutanoate"               
A1AR8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl 4-[(5-chloranylpyridin-3-yl)-phenyl-amino]-4-oxidanylidene-butanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AR8 "Create component" 2024-05-15 RCSB 
A1AR8 "Modify PCM"       2024-09-27 PDBE 
A1AR8 "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AR8 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C13 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
